Top Italy Wine Tasting & Winery Tours

Q: Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

TRANSFER TOUR Florence to Rome with a wine experience in MONTEPULCIANO

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

Florence, Italy

5.0 (1)

TRANSFER TOUR Florence to Rome with a wine experience in MONTEPULCIANO

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,435

Wine tour in Umbria along the Sagrantino trail with light lunch

Walk through a vineyard to learn the secrets of the winemakers. Hear stories about the family who own the wine estate. Drive to the hills …More

Perugia, Italy

5.0 (1)

Wine tour in Umbria along the Sagrantino trail with light lunch

Walk through a vineyard to learn the secrets of the winemakers. Hear stories about the family who own the wine estate. Drive to the hills...

7 hours Free Cancellation

5.0 (1)

from
$261

Piazza Armerina and Caltagirone with wine tasting and lunch in the winery

English: The driver will take care to give adequate time at all stops and to accommodate special requests when possible, to ensure that your experience …More

Ragusa, Italy

5.0 (1)

Piazza Armerina and Caltagirone with wine tasting and lunch in the winery

English: The driver will take care to give adequate time at all stops and to accommodate special requests when possible, to ensure that your experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$148

Deluxe Experience: Mozzarella, Oil and Wine Tasting on the Amalfi Coast

This is truly a super luxury experience. Satisfy your every sense through a journey of flavours and fragrances. Indulge in the ultimate culinary experience on …More

Naples, Italy

5.0 (1)

Deluxe Experience: Mozzarella, Oil and Wine Tasting on the Amalfi Coast

This is truly a super luxury experience. Satisfy your every sense through a journey of flavours and fragrances. Indulge in the ultimate culinary experience on...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

If we talk about Tuscany, we cannot ignore the culture linked to tradition and history: the proposed activity is one of a kind, and interesting, …More

Arezzo, Italy

5.0 (1)

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

If we talk about Tuscany, we cannot ignore the culture linked to tradition and history: the proposed activity is one of a kind, and interesting,...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$32

Wine experience in a local winery - Departure from Cagliari

Experience the atmosphere of a local winery in a small town of the inland, very popular and famous for the production of wine, while tasting …More

5.0 (1)

Wine experience in a local winery - Departure from Cagliari

Experience the atmosphere of a local winery in a small town of the inland, very popular and famous for the production of wine, while tasting...

3 to 4 hours Free Cancellation

5.0 (1)

from
$138

Wine tasting with lunch at Capriccio Restaurant in Sorrento

Perfect location for a romantic lunch or dinner with your loved one, come to our restaurant and enjoy the sunset overlooking Capri, tasting an excellent …More

Sorrento, Italy

5.0 (1)

Wine tasting with lunch at Capriccio Restaurant in Sorrento

Perfect location for a romantic lunch or dinner with your loved one, come to our restaurant and enjoy the sunset overlooking Capri, tasting an excellent...

2 hours Free Cancellation

5.0 (1)

from
$92

Private Tour Of Chianti with Wine Tastings

Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled …More

Florence, Italy

5.0 (1)

Private Tour Of Chianti with Wine Tastings

Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled...

8 hours Hotel pickup offered

5.0 (1)

from
$1,704

Montepulciano Wine Tasting and Assisi Private Day Tour from Rome

Tuscany provides several wonderful opportunities to discover why its wines are so good - through our wine tasting and wine cellar tours. Undoubtedly, Chianti classico …More

Rome, Italy

5.0 (1)

Montepulciano Wine Tasting and Assisi Private Day Tour from Rome

Tuscany provides several wonderful opportunities to discover why its wines are so good - through our wine tasting and wine cellar tours. Undoubtedly, Chianti classico...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$620

Full-Day Pompeii - Winery Lunch Experience Private Tour

Day Tour of Pompeii Ruins and Mt.Vesuvius would allow you to visit some the best historical sites of the world. Go back in time with a …More

Sorrento, Italy

5.0 (1)

Full-Day Pompeii - Winery Lunch Experience Private Tour

Day Tour of Pompeii Ruins and Mt.Vesuvius would allow you to visit some the best historical sites of the world. Go back in time with a...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$89

Venice Rialto Market Food Delicacies and Sightseeing Tour with a Native Guide

Be welcomed by your guide in Campo San Giacomo di Rialto and live a unique experience across Venice. You won’t only stop by bacari – …More

Venice, Italy

5.0 (1)

Venice Rialto Market Food Delicacies and Sightseeing Tour with a Native Guide

Be welcomed by your guide in Campo San Giacomo di Rialto and live a unique experience across Venice. You won’t only stop by bacari –...

4 hours Free Cancellation

5.0 (1)

from
$102

The orange Gold of San Gimignano - The Saffron Cooking class

✅ Authentic Saffron Experience – Cook with San Gimignano Saffron DOP, one of Tuscany’s most prized ingredients. ✅ Hands-On Cooking Class – Learn traditional techniques …More

San Gimignano, Italy

5.0 (1)

The orange Gold of San Gimignano - The Saffron Cooking class

✅ Authentic Saffron Experience – Cook with San Gimignano Saffron DOP, one of Tuscany’s most prized ingredients. ✅ Hands-On Cooking Class – Learn traditional techniques...

3 hours Free Cancellation

5.0 (1)

from
$287

Buggy ride through the vineyards with tasting and visit of Assisi

Learn all about Umbria's wine traditions while enjoying a quiet walk through the vineyards in a buggy. Immerse yourself in the organic philosophy of the …More

Perugia, Italy

5.0 (1)

Buggy ride through the vineyards with tasting and visit of Assisi

Learn all about Umbria's wine traditions while enjoying a quiet walk through the vineyards in a buggy. Immerse yourself in the organic philosophy of the...

5 hours

5.0 (1)

from
$433

Winery Tour & Wine Tasting with Local Delicacies (3h) Enjoy a full-sensory wine experience in the heart of Umbria. A guided tour of the winery …More

Perugia, Italy

5.0 (1)

Wine tasting

Winery Tour & Wine Tasting with Local Delicacies (3h) Enjoy a full-sensory wine experience in the heart of Umbria. A guided tour of the winery...

2 hours Free Cancellation

5.0 (1)

from
$80

Pompeii SkipTheLine with Lunch&WineTasting from Rome

Enjoy this impressive Fullday visiting Pompeii Archaeological Park, UNESCO World Heritage Site, with Lunch and Wine Tasting at the slopes of Vesuvius Volcano. Included: • …More

Rome, Italy

5.0 (1)

Pompeii SkipTheLine with Lunch&WineTasting from Rome

Enjoy this impressive Fullday visiting Pompeii Archaeological Park, UNESCO World Heritage Site, with Lunch and Wine Tasting at the slopes of Vesuvius Volcano. Included: •...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$298

Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the …More

Rome, Italy

5.0 (1)

Wine Tour of the Chianti Region

Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the...

10 hours Hotel pickup offered

5.0 (1)

from
$227

Your Tour director an expert of Ferrari, will drive you through the splendid landscape of the Castelli Romani area, where one can still smell the …More

Rome, Italy

5.0 (1)

Roman Castles - Tour in Ferrari

Your Tour director an expert of Ferrari, will drive you through the splendid landscape of the Castelli Romani area, where one can still smell the...

4 hours Hotel pickup offered

5.0 (1)

from
$4,477

Monteriggioni San Gimignano and Castellina in Chianti Fullday from Rome

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and …More

Rome, Italy

5.0 (1)

Monteriggioni San Gimignano and Castellina in Chianti Fullday from Rome

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$459

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of …More

Siena, Italy

5.0 (1)

The Maremma

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$869

Day trip from Rome to Sorrento and Positano with lucnh at la tagliata farm

We offer a professional service to take you on an unforgettable excursion to Sorrento and Positano from Rome by Luxury Mercedes van and English speaking …More

Rome, Italy

5.0 (1)

Day trip from Rome to Sorrento and Positano with lucnh at la tagliata farm

We offer a professional service to take you on an unforgettable excursion to Sorrento and Positano from Rome by Luxury Mercedes van and English speaking...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,492

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Italy Wine Tasting & Winery Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Italy Wine Tasting & Winery Tours are:

What are the best kid-friendly options for Italy Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Italy Wine Tasting & Winery Tours have Instant Confirmation?

Italy Wine Tasting & Winery Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Wine Tasting & Winery Tours have Free Cancellation?

Italy Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Italy Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Italy trip ideas?

What are the most popular styles of Tours and Activities in Italy?